A golf course, a large building complex, and a marina by a river.

Hotels with Swimming Pool in Chesapeake, Virginia

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Check availability on Chesapeake Hotels with Swimming Pool

Tonight
Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Chesapeake hotels with a pool

A large indoor swimming pool with a sunlit floor, a reception desk, and a seating area with chairs.
A hotel lobby with multiple seating areas, including sofas, chairs, and round tables. There are wall-mounted lamps, a television, and framed pictures on the walls.
A bathroom with a toilet, shower, vanity with a mirror, and shelves with towels.
A hotel room with two beds, a desk with a chair, a flat-screen TV, a mirror, and a bedside lamp.

1. Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
  • Dive into relaxation at this hotel's pristine indoor pool and hot tub sanctuary.
P6,079
P7,116 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
A poolside area with lounge chairs and umbrellas, a swimming pool, and a multi-story building with stone facade and large windows.
A hotel room with two beds, a desk with a chair, a TV, and a window with a city view.
A modern hotel room with a built-in coffee maker, a flat-screen TV, and a wooden desk.
A buffet with labeled containers of omelets and other dishes.

2. Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
  • Seasonal splash paradise boasts poolside loungers and umbrellas for ultimate summer relaxation.
P6,568
P7,679 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Inn Express Chesapeake - Norfolk by IHG
A swimming pool with lounge chairs and umbrellas, surrounded by a building with large windows and a balcony.
A spacious living area with a sofa, coffee table, and dining set.
A modern kitchen with a central island, bar stools, pendant lighting, and a large wall-mounted artwork.
A Fairfield by Marriott hotel with a modern design, featuring a covered entrance and a prominent sign.

3. Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier
  • Splash into summer with a refreshing seasonal outdoor pool experience at this Chesapeake hotel near shopping destinations.
P6,273
P7,339 total
includes taxes & fees
Oct 18 - Oct 19
Fairfield Inn and Suites By Marriott Chesapeake
An indoor swimming pool with blue-tiled walls, seating areas, and potted plants.
A hotel room with a large bed, two bedside tables with lamps, a sofa, a TV, and a painting on the wall.
Reception
A hotel with a modern design, featuring a prominent entrance with a covered area and a clear sky in the background.

4. SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
Greenbrier
  • Splash into refreshing elegance at this indoor pool oasis with post-adventure soaking awaits.
P6,327
P7,401 total
includes taxes & fees
Nov 1 - Nov 2
SpringHill Suites by Marriott Chesapeake Greenbrier
An indoor swimming pool with clear windows, a ladder, and a lifeguard chair.
A modern lobby with a curved wall, seating area, and a fireplace.
A bar area with a counter, a beverage dispenser, and several bar stools.
A modern lobby with a grey sofa, yellow armchairs, and a wooden coffee table.

5. Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
  • Dive into aquatic relaxation with an indoor pool experience that offers year-round swimming in a clean, refreshing environment.
P7,131
P8,326 total
includes taxes & fees
Nov 2 - Nov 3
Hyatt Place Chesapeake
A swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple balconies.
A hotel room with a bed, a desk, a chair, a sofa, and a small table.
A modern dining area with wooden flooring, yellow and blue chairs, and a central island with a coffee machine.
A modern lobby with a wooden reception desk, seating area, and a vending machine.

6. Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
  • Splash into a Virginia escape with a pristine pool and 24-hour fitness center near Norfolk attractions.
P5,264
P6,178 total
includes taxes & fees
Nov 4 - Nov 5
Comfort Suites Chesapeake - Norfolk
A swimming pool with a tiled deck, a sign indicating spa hours, and a Whirlpool logo on the wall.
A hotel room with a flat-screen TV, a wooden desk, a grey sofa, and a large window with curtains.
A hotel room with a gray sofa, a small table, a lamp, a patterned carpet, and a wooden desk with a lamp.
A hotel lobby with a reception desk, seating area, and dining tables.

7. Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
  • Poolside respite with heated indoor pool and hot tub, perfect for a refreshing dip year-round.
P4,904
P5,765 total
includes taxes & fees
Nov 1 - Nov 2
Wingate by Wyndham Chesapeake
An indoor swimming pool with clear glass walls, white lounge chairs, and a tiled floor.
A modern kitchen with a breakfast bar, various food containers, and a 'PANTRY' sign.
A modern hotel building with a prominent sign for Delta Hotels Marriott.
An outdoor patio area with tables and chairs, string lights, and a canopy.

8. Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
  • Dive into year-round aquatic bliss at this indoor pool sanctuary with nearby zoo adventures and hiking trails.
P6,380
P7,462 total
includes taxes & fees
Oct 11 - Oct 12
Delta Hotels by Marriott Chesapeake Norfolk
An indoor swimming pool with clear lanes, a wooden ceiling, and lounge chairs.
A modern bar area with a neon sign, a fireplace, and a seating area with sofas and ottomans.
A modern hotel lobby with a central seating area, a reception desk, and a staircase leading to an upper level.
A hotel with a modern facade, large glass windows, and a prominent 'aloft hotels' sign.

9. Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
  • Splash into year-round aquatic bliss at this hotel's immaculate indoor pool sanctuary.
P5,705
P6,686 total
includes taxes & fees
Nov 1 - Nov 2
Aloft by Marriott Chesapeake
An indoor swimming pool with clear water, a 'No Diving' sign, and a view of the outside through large windows.
A spacious lobby with a fireplace, comfortable seating, and a dining area.
A conference room with a long table, multiple chairs, a sofa, and large windows with blinds.
A spacious living area with a stone fireplace, comfortable seating, and large windows.

10. Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
Greenbrier
  • Dive into endless refreshment with a 24-hour indoor pool and outdoor adventure just steps from your suite.
P8,132
P9,477 total
includes taxes & fees
Nov 1 - Nov 2
Residence Inn by Marriott Chesapeake Greenbrier
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Choose what matters most at hotels with a pool in Chesapeake

Breakfast included
Hot tub
4 stars
Spa
5 stars

Hotels with pools and free breakfast in Chesapeake

A modern lobby with a wooden reception desk, seating area, and a vending machine.
A swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple balconies.
A hotel sign with a crescent moon logo and the name 'Comfort Suites'.
A modern dining area with wooden flooring, yellow and blue chairs, and a central island with a coffee machine.

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
P5,264
P6,178 total
includes taxes & fees
Nov 4 - Nov 5
Comfort Suites Chesapeake - Norfolk
A hotel lobby with a reception desk, seating area, and dining tables.
A hotel room with a flat-screen TV, a wooden desk, a grey sofa, and a large window with curtains.
A hotel room with a gray sofa, a small table, a lamp, a patterned carpet, and a wooden desk with a lamp.
A hotel room with a large bed, a desk, a chair, a television, and a small trash can.

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
P4,904
P5,765 total
includes taxes & fees
Nov 1 - Nov 2
Wingate by Wyndham Chesapeake
A buffet with labeled containers of omelets and other dishes.
A modern hotel room with a built-in coffee maker, a flat-screen TV, and a wooden desk.
A room with a blue sofa, a small table, a microwave, a refrigerator, and a wall-mounted lamp.
A hotel room with two beds, a desk with a chair, a TV, and a window with a city view.

Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
P6,568
P7,679 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Inn Express Chesapeake - Norfolk by IHG
An outdoor patio area with tables and chairs, string lights, and a canopy.
An indoor swimming pool with clear glass walls, white lounge chairs, and a tiled floor.
A modern kitchen with a breakfast bar, various food containers, and a 'PANTRY' sign.
A modern hotel building with a prominent sign for Delta Hotels Marriott.

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
P6,380
P7,462 total
includes taxes & fees
Oct 11 - Oct 12
Delta Hotels by Marriott Chesapeake Norfolk
A large indoor swimming pool with a sunlit floor, a reception desk, and a seating area with chairs.
A hotel lobby with multiple seating areas, including sofas, chairs, and round tables. There are wall-mounted lamps, a television, and framed pictures on the walls.
A row of stationary bikes labeled "Hotel Fitness" in a gym with large windows.
A hotel room with two beds, a desk with a chair, a flat-screen TV, a mirror, and a bedside lamp.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
P6,079
P7,116 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
An outdoor seating area with cushioned benches, a fire feature, and ambient lighting.
A hotel with a modern facade, large glass windows, and a prominent 'aloft hotels' sign.
A modern hotel lobby with a central seating area, a reception desk, and a staircase leading to an upper level.
An indoor swimming pool with clear lanes, a wooden ceiling, and lounge chairs.

Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
P5,705
P6,686 total
includes taxes & fees
Nov 1 - Nov 2
Aloft by Marriott Chesapeake
A modern kitchen with a central island, bar stools, pendant lighting, and a large wall-mounted artwork.
A snack and beverage area with shelves stocked with snacks and a refrigerator with beverages.
A Fairfield by Marriott hotel with a modern design, featuring a covered entrance and a prominent sign.
A hotel room with a large bed, a desk with a chair, a small table, and a lamp.

Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier
P6,273
P7,339 total
includes taxes & fees
Oct 18 - Oct 19
Fairfield Inn and Suites By Marriott Chesapeake
A patio area with wicker furniture and a stone fire pit, surrounded by a stone wall and a pool.
A hotel room with a kitchenette, a dining area, a bed, a TV, and a window with curtains.
A spacious living room with a fireplace, sofas, and a flat-screen TV mounted above the fireplace.
A modern kitchen area with a stone wall, a flat-screen TV, a Coca-Cola refrigerator, a coffee machine, and a fruit bowl.

Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
P7,319
P8,541 total
includes taxes & fees
Nov 1 - Nov 2
Staybridge Suites Chesapeake by IHG
A modern restaurant with a central bar area, multiple seating options including high tables and bar stools, and a flat-screen TV mounted on a wooden panel.
A hotel room with a large bed, two bedside tables with lamps, a sofa, a TV, and a painting on the wall.
Reception
A hotel with a modern design, featuring a prominent entrance with a covered area and a clear sky in the background.

SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
Greenbrier
P6,327
P7,401 total
includes taxes & fees
Nov 1 - Nov 2
SpringHill Suites by Marriott Chesapeake Greenbrier
A modern lobby with a grey sofa, yellow armchairs, and a wooden coffee table.
A bar area with a counter, a beverage dispenser, and several bar stools.
An indoor swimming pool with clear windows, a ladder, and a lifeguard chair.
A modern lobby with a curved wall, seating area, and a fireplace.

Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
P7,131
P8,326 total
includes taxes & fees
Nov 2 - Nov 3
Hyatt Place Chesapeake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chesapeake Hotel Reviews

Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront

10/10 Excellent
"This hotel is my favorite place to stay In Virginia Beach. It is wonderful. Catch 31 is the restaurant on site and it is amazing. I truly can’t say enough good things about our stay."
Nardeen 1-night trip
Posted 6 hours ago
Hilton Virginia Beach Oceanfront
Hilton Vacation Club Oceanaire Virginia Beach

Hilton Vacation Club Oceanaire Virginia Beach

10/10 Excellent
"Just the one elevator was a down fall"
DeWayne 2-night trip
Posted 7 hours ago
Hilton Vacation Club Oceanaire Virginia Beach
Sandcastle Resort On The Beach

Sandcastle Resort On The Beach

10/10 Excellent
"Everything was great as always."
Stephanie 1-night trip
Posted 8 hours ago
Sandcastle Resort On The Beach
Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

10/10 Excellent
"Very helpful staff, check in and check out was very smooth. The room was very clean and had no issues. Would definitely stay there again if I was in the Chesapeake area."
Gerald 1-night trip
Posted 8 hours ago
Comfort Suites Chesapeake - Norfolk
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

8/10 Good
"We really enjoyed the stay and look forward to returning! The room was clean, bed was comfortable, and balcony had a great view."
Lauren 1-night trip
Posted 8 hours ago
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
Hilton Vacation Club Ocean Beach Club Virginia Beach

Hilton Vacation Club Ocean Beach Club Virginia Beach

10/10 Excellent
"There wasn't anything that we didn't like about our stay. Nice place and staff."
Glenn 3-night trip
Posted 11 hours ago
Hilton Vacation Club Ocean Beach Club Virginia Beach
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

8/10 Good
"Staff was very friendly and helpful. However, the room was very dated & a bit shabby. Run down tables, curtains, and walls. Peeling paint & wallpaper. Rusty nails & exposed wall coverings. However, for a quick family getaway, it was fine. The inside pool was freezing, but the hot tub was great. Elevators were good. There was a class reunion holding an event there, so it was a bit busier than expected for the offseason. The restaurant was a bit of a disappointment. We never had an opportunity to eat there because no one came over to seat us. They were opened & the sign said to “wait to be seated.” We waited for nearly 10 minutes & were ignored. Two servers stood at the bar, chatting away & never even glanced up at us. So, we ended up ordering DoorDash & eating in the room."
Helen 2-night trip
Posted 15 hours ago
Wyndham Virginia Beach Oceanfront
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

8/10 Good
"Floor in bathroom looked clean but not mopped clean"
Laurie 2-night trip
Posted 19 hours ago
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

Frequently asked questions

What are some hotels with pools in Chesapeake?
Comfort Suites Chesapeake - Norfolk: Hotel located near Greenbrier Mall. Features buffet, a seasonal outdoor pool, and complimentary wired internet access. Hyatt Place Chesapeake: Hotel located near Greenbrier Mall. Offers buffet, an indoor pool, and free self parking.
What is there to see and do in Chesapeake?
Explore places like Naval Station Norfolk and Sandbridge Beach while you're in the area. Make a point to visit attractions like Broadmoor Play Area and Parkview Play Area. Chesapeake appeals to visitors with its beautiful beaches, major shopping area, and array of dining options.
When is the best time to book a hotel with a pool in Chesapeake?
You may want to consider an accommodation with an outdoor swimming pool if you plan to visit Chesapeake in the warmest months of July, August, or June when the average temperature is 77°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temp is 45°F.

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